Cottage #4

This is a 2-bedroom, 1-bathroom Charlottesville mid-to-long-term rental (30+ days) that offers some of the best views in Virginia. It is a family-friendly cottage that can be rented either furnished or unfurnished. The cottage is situated on Bailey’s Retreat, a 50-acre historic estate in the foothills of the Blue Ridge Mountains, which provides easy access to Charlottesville. Please contact us for more information and availability.

The Property

Serene Setting | Private Deck | Gas Fireplace | Available furnished or unfurnished | Seasoned Rental w/ Experienced Owners

  • Bedroom 1: Queen Bed | Bedroom 2: Full Bed
  • SHARED OUTDOOR LIVING: Outdoor fireplace w/ Adirondack chairs, dining space, mountain viewing area
  • OPTIONAL FURNISHINGS AVAILABLE: Including TV, dining table, microwave, drip coffee maker, toaster, cooking basics, dishware & flatware, linens/towels
  • KITCHEN: Dishwasher, fridge, oven, 4-burner stovetop
  • Complimentary: WiFi, water, snow removal, lawn care
  • PARKING: Driveway (2 vehicles)
  • Our family enjoyed our stay at Bailey’s Retreat. The location was perfect for getting to all the activities we had planned in Charlottesville and had just the right about of space we needed for my husband and me and our two kids. It is such a peaceful setting!

    Jennifer

    Sep '2023

  • We absolutely loved our stay in this sweet, story book cabin! The views are stunning and it was so peaceful having our coffee on the porch in the mornings and enjoying a nice fire in the evenings. We also had the pleasure of meeting William, who was so warm and made us feel right at home. We will definitely be returning guests!

    Kathy

    Aug '2023

  • What a beautiful location! Awesome view of the mountains. Close enough to Charlottesville to enjoy the city, but far enough away to enjoy nature. The cottage was clean, easy to find, and exactly as described.
    We decided to take the wine/beer tour offered in the description, it was great! Billy, our driver/host, was friendly, knowledgeable, and seemed VERY excited to have us.

    Robert

    Aug '2023

  • We had a lovely stay. Only an hour to some of Shenandoahs best hikes and 20 minutes to Charlottesville. As advertised. We would absolutely stay again. Thanks for everything!

    Mike

    Aug '2023

  • Always the go to spot for my girlfriend and I and another couple to escape the city. Wine tours they provide are top notch and I just can’t say enough about this place and the owners on my 5th and definitely not last time here.

    Dan

    Aug '2023

  • We had a wonderful stay! It was such a peaceful and beautiful location! It was so nice to be able to book their driver/van for our wine tasting as well.

    Jennifer

    Jul '2023

  • Peaceful gorgeous scenery and setting. Cozy two bedroom cabin. Loved sitting on the cabin’s deck hearing nothing at all watching the deer roam about. Enjoyed walking up to view the sunset while sitting on the Adirondack chairs up on the hill. Highly recommend visiting.

    Rebecca

    Jun '2023

  • We had a delightful stay at the Cabin. It is very cozy having everything one needs and is a wonderful place to disconnect, be saturated in nature, surrounded with awesome views. Great location, too – close enough to Charlottesville and surrounding area while also being exceptionally remote.

    Bill

    May '2023

  • Amazing cabin because it was so peaceful and quiet, I had the best sleep I’ve had in forever!

    Courtney

    May '2023

  • Our cottage had everything we needed. The property is beautiful with Shennandoah national park as a backdrop. Wildlife was plentiful and we enjoyed the evenings watching the deer on the hillside. We even spotted a fox on two occasions. Perfect location to getaway and unwind!

    David

    Apr '2023

  • If you’re looking for a peaceful, quiet, and remote getaway, look no further. We loved our stay here and wished we could have spent more time. The sunset over the mountain is unmatched. Highly recommend.

    Kate

    Apr '2023

  • The place was nice, cozy and clean. Near hiking and vinyards/breweries.

    We opted for the vineyard tour and so glad we did. Bill is very knowledgeable about the surrounding area and shared a lot of history and information with us along our tour. We enjoyed it very much.

    We will definitely be back. We would 100% recommend staying here. You’ll be glad you did.

    Bee

    Mar '2023